NITROGEN-FREE DERIVATIVES OF ATISINE: AN EXTREMELY HINDERED CARBOXYLIC ACID

1962 ◽  
Vol 40 (4) ◽  
pp. 630-643 ◽  
Author(s):  
J. W. ApSimon ◽  
O. E. Edwards ◽  
R. Howe

The action of nitrous acid on azomethines derived from the alkaloid atisine gave a good yield of nitrogen-free hemiacetal, thus providing the first means of removing the nitrogen from the diterpenoid alkaloids. Transformation products of the hemiacetal, including the most hindered carboxylic acid hitherto known, are described. The internal oxidation–reduction reactions encountered in this and related work are discussed.

1973 ◽  
Vol 56 (7) ◽  
pp. 2405-2418 ◽  
Author(s):  
Raymond Roulet ◽  
Nguyen Quang Lan ◽  
W. Roy Mason ◽  
Gerald P. Fenske

1978 ◽  
Vol 33 (7-8) ◽  
pp. 465-471
Author(s):  
Franz Daliacker ◽  
Volker Mues ◽  
In-O Kim

Abstract We describe the possibilities of formation and preparation of the “natural” 1,3-benzodioxolecarboxylic acids 1, 2, 4, 6 b, and 7, already mentioned in literature. Myristic acid (3e) was prepared in good yield from 3-methoxy-4,5-dihydroxy-benzoic acid ester (3c) , which could be easily made from 3-methoxy-2,3-carbonyldioxy-benzoic acid methylester (3b). Myristicic acid methylester (3d) could be subjected to methylation and hydrolysis leading to 3e without any difficulties. 4.6-dimethoxy-1,3-benzodioxole-5-carboxylic acid (5b) was prepared in good yields by oxidation of 4,6-dimethoxy-1,3-benzodioxole-5-aldehyde (5a). 5.7-dimethoxy-1,3-benzodioxole-carboxylic acid (13f), one of the “unnatural” 1,3-benzodioxolecarboxylic acids, derivatives of o-ipiperonylic acid (8), was prepared from 5-amino-7-methoxy-1,3- benzodioxole-4carboxylic acid methyl ester (13b) by diazotisation, elimination of nitrogen, methylation, and hydrolysis. A comparison of our measured pkA-values showed the strongest acidity belonging to 5,6-dimethoxy-1,3-benzodioxole-4-carbocylic acid (11).


1974 ◽  
Vol 5 (5) ◽  
pp. no-no
Author(s):  
RAYMOND ROULET ◽  
NGUYEN QUANG LAN ◽  
W. ROY MASON ◽  
GERALD P. JUN. FENSKE

1980 ◽  
Vol 33 (1) ◽  
pp. 101 ◽  
Author(s):  
M Galteri ◽  
PH Lewis ◽  
S Middleton ◽  
LE Stock

The trans-fused octahydroindene-1-carboxylic acid (9) having a pseudo- axial carboxyl group is formed in good yield on oxidation of 2-acyl derivatives of trans-fused octahydronaphthalen-1(2H)-one. On epimerization it yields the pseudo-equatorial isomer (3) which is structurally related to the gibberellic acids.


1994 ◽  
Vol 59 (3) ◽  
pp. 549-557
Author(s):  
František Skopal ◽  
Václav Dušek

Theoretical relationships and simplifying conditions have been derived for the feed of two reaction components into a nonisochoric reactor with ideal stirring. The feed of reaction components is controlled by the negative feedback at a constant absorbance of the reaction mixture. The theoretical relationships have been verified using model 2. order oxidation-reduction reactions of Ce(IV)/V(IV) and Fe(III)/V(III) in 1 M sulfuric acid at 20 °C.


2021 ◽  
Vol 11 (3) ◽  
pp. 1180
Author(s):  
Kinga Paruch ◽  
Łukasz Popiołek ◽  
Anna Biernasiuk ◽  
Anna Berecka-Rycerz ◽  
Anna Malm ◽  
...  

Bacterial infections, especially those caused by strains resistant to commonly used antibiotics and chemotherapeutics, are still a current threat to public health. Therefore, the search for new molecules with potential antimicrobial activity is an important research goal. In this article, we present the synthesis and evaluation of the in vitro antimicrobial activity of a series of 15 new derivatives of 4-methyl-1,2,3-thiadiazole-5-carboxylic acid. The potential antimicrobial effect of the new compounds was observed mainly against Gram-positive bacteria. Compound 15, with the 5-nitro-2-furoyl moiety, showed the highest bioactivity: minimum inhibitory concentration (MIC) = 1.95–15.62 µg/mL and minimum bactericidal concentration (MBC)/MIC = 1–4 µg/mL.


1958 ◽  
Vol 19 ◽  
pp. 10-11 ◽  
Author(s):  
Balwant Singh ◽  
Sardul Singh

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